Steps to Success

24 Webster Place
Brookline, MA 02445

Date Posted:
July 23, 2019

Eastern Massachusetts



Arts Enrichment Instructor


Steps to Success (STS) is hiring multiple Enrichment Instructors for its after-school Extended Learning Programs (ELP). Enrichment Instructors come in once per week for a 10-12 week session to run activities for one hour.

ELP programs serve about 15-20 students each, in grades 4-6. The programs run at three Brookline Elementary/Middle Schools: Pierce, Lincoln, and Coolidge Corner Schools. They run three days per week (Mondays, Tuesdays, and Wednesdays.) Enrichment Instructors would need to be available on at least one of the above days from 4pm-5pm.

Enrichment Instructors are part-time, temporary positions, (1-3 hours per week, for 10-12 weeks, with the option to stay on for additional sessions). Candidates will need to be available for employment starting the week of September 23rd through the week of December 16th (our Fall Session), with potential option to stay on for Winter Session (January-March) and/or Spring Session (April-June) if desired.

Program Objectives

As a result of having a wider breadth of experience in regards to enrichment activities…

  • Students will develop improved engagement in learning

  • Students will develop skill sets beyond those learned during the school day.

  • Students will develop better communication skills and relations with their peers

Enrichment Instructor Duties

  • Design and teach units that are fun, interactive, and provide opportunities for social-emotional growth (without feeling like school!).

    • Enrichment units can be, and have been, widely varied- Instructors can be very creative with the topics and themes they choose. Examples of recent enrichment units have included: improv, movie making, photography, SLAM poetry, fine arts, web design, robotics and coding, graphic design, and many more...

  • Work as a team with Program Director, Assistant Director, and volunteers

  • Develop positive relationships with and among students, establish a clear sense of structure, and a fun, respectful learning atmosphere.

  • Additional Information

    • $50/hour, with the option to teach on multiple days, at multiple sites (1-4 hours/week)

    • This is an independent contractor position

    • Supervised by ELP Program Director and STS Director of Programs


At least 1 year of experience planning and running activities designed to engage young people in a school, camp, after school, or residential setting, OR degree/work experience in enrichment subject matter area.

  • Demonstrated commitment to youth development. Ability to work with a diverse population and with students of varying levels of academic skill and engagement

  • Flexibility and creativity in relating to students in an after-school setting is essential. Experience with students in middle school age range is important.

How To Apply:

To apply: Please send resume and cover letter to Sarah Fowler, STS’ Director of

Apply by:
September 17, 2019
About this Organization:
The mission of Steps to Success (STS) is to enhance educational outcomes for students from low-income families in order to defeat the cycle of poverty. STS is a partnership between the Public Schools of Brookline, and the Brookline Housing Authority. STS offers supports and programming for kids in Brookline who live in public housing from grade 4 through college.